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5,9,12-Octadecatrienoic acid, (5Z,9Z,12Z)- (Pinolenic acid)

Delta notation: 18:3-delta-5c,9c,12c

Other Names: 5,9,12-Octadecatrienoic acid, (Z,Z,Z)-; (Z,Z,Z)-5,9,12-Octadecatrienoic acid; 5,9,12-cis-Octadecatrienoic acid; Pinolenic acid; cis,cis,cis-5,9,12-Octadecatrienoic acid; cis-5,9,12-Octadecatrienoic acid; cis-5,cis-9,cis-12-Octadecatrienoic acid

Formula: C18 H30 O2

Mass: 278.43

IUPAC name: (5Z,9Z,12Z)-octadeca-5,9,12-trienoic acid

5,9,12 octadecatrienoic acid, (5z,9z,12z)
Structure drawn at OPSIN (opsin.ch.cam.uk)

External Database IDs:
CAS registry: 16833-54-8
SOFA Mol: M_092
Lipid Maps: LMFA01030344
PubChem: 5312495
ChEBI:

inchi: InChI=1/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10,13-14H,2-5,8,11-12,15-17H2,1H3,(H,19,20)/b7-6-,10-9-,14-13-/f/h19H

stdinchi: InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10,13-14H,2-5,8,11-12,15-17H2,1H3,(H,19,20)/b7-6-,10-9-,14-13-

stdinchikey: HXQHFNIKBKZGRP-URPRIDOGSA-N

smiles: C(CCC\C=C/CC\C=C/C\C=C/CCCCC)(=O)O

Results

Displaying datapoints 551 - 600 of 616 in total
Plant PublicationSort off ValueSort off UnitSort off
Pinus yunnanensis Is the Profile of Fatty Acids, Tocopherols, and Amino Acids Suitable to Differentiate Pinus armandii Suspicious to Be Responsible for the Pine Nut Syndrome from Other Pinus Species? Matthäus, Bertrand; Li, Peiwu; Ma, Fei; Zhou, Haiyan; Jiang, Jun; Özcan, Mehmet Musa Chemistry & Biodiversity (2017) 15 e1700323 19.9 weight-%
Pinus nigra ssp. pallasiana pyramidata FATTY ACID AND TOCOCHROMANOL PATTERNS OF TURKISH PINES Bagci, Eyüp; Karaagacli, Yalcin ACTA BIOLOGICA CRACOVIENSIA (2004) 46 95-100 18.6 weight-%
Pinus torreyana Is the Profile of Fatty Acids, Tocopherols, and Amino Acids Suitable to Differentiate Pinus armandii Suspicious to Be Responsible for the Pine Nut Syndrome from Other Pinus Species? Matthäus, Bertrand; Li, Peiwu; Ma, Fei; Zhou, Haiyan; Jiang, Jun; Özcan, Mehmet Musa Chemistry & Biodiversity (2017) 15 e1700323 2.5 weight-%
Platycladus orientalis Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 0.9 weight-%
Podocarpus andinus The seed fatty acid composition and the distribution of Delta 5-olefinic acids in the triacylglycerols of some Taxares (Cephalotaxus and Podocarpus) Wolff, R. L.; Pedrono, F.; Marpeau, A. M.; Gunstone, F. D. Journal of the American Oil Chemists Society (1999) 76 469-473 0.03 GLC-Area-%
Podocarpus nagi Private communication, 1999 Pasquier, E. Private communication (1999) 0.06 GLC-Area-%
Podocarpus andinus Private communication Wolff, R. L. Private communication (1999) 0.03 GLC-Area-%
Podocarpus macrophyllus cis-5-olefinic unusual fatty acids in seed lipids of gymnospermae and their distribution in triacylglycerols Takagi, T.; Itabashi, Y. Lipids (1982) 17 716-723 0.2 GLC-Area-%
Podocarpus nagi The seed fatty acid composition and the distribution of Delta 5-olefinic acids in the triacylglycerols of some Taxares (Cephalotaxus and Podocarpus) Wolff, R. L.; Pedrono, F.; Marpeau, A. M.; Gunstone, F. D. Journal of the American Oil Chemists Society (1999) 76 469-473 0.03 GLC-Area-%
Podocarpus elatus Private communication Wolff, R. L. Private communication (1999) 0.06 GLC-Area-%
Podocarpus macrophyllus Private communication Wolff, R. L. Private communication (1999) 0.22 GLC-Area-%
Podocarpus monophyllus Private communication Wolff, R. L. Private communication (1999) 0.08 GLC-Area-%
Podocarpus nagi Private communication Wolff, R. L. Private communication (1999) 0.03 GLC-Area-%
Pseudolarix amabilis (J. Nelson) Rehder 中国油脂植物 Chinese Oil Plants Jia Liangzhi; Zhou Jun Book: Chinese Oil Plants. Beijing: Science Press: Edited by Jia Liangzhi & Zhou Jun (1987) 9.0 weight-%
Pseudolarix amabilis Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 4.2 weight-%
Pseudotsuga menziesii The leaf lipids of some conifer species Jamieson, G. R.; Reid, E. H. Phytochemistry (1972) 11 269-275 1.6 GLC-Area-%
Pseudotsuga menziesii Cyclopropenoic fatty acids in gymnosperms: The seed oil of Welwitschia Aitzetmuller, K.; Vosmann, K. Journal of the American Oil Chemists Society (1998) 75 1761-1765 20.1 GLC-Area-%
Pseudotsuga menziesii Conifer seeds: Oil content and fatty acid composition Wolff, R. L.; Deluc, L. G.; Marpeau, A. M. Journal of the American Oil Chemists Society (1996) 73 765-771 18.37 GLC-Area-%
Pseudotsuga menziesii Conifer seeds: Oil content and fatty acid composition Wolff, R. L.; Deluc, L. G.; Marpeau, A. M. Journal of the American Oil Chemists Society (1996) 73 765-771 18.4 GLC-Area-%
Pseudotsuga menziesii glauca Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 1.4 weight-%
Pseudotsuga macrocarpa Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 1.0 weight-%
Pseudotsuga menziesii Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 1.0 weight-%
Pseudotsuga menziesii Unpublished unpublished results MRI (1997) 20.1 GLC-Area-%
Sciadopitys verticillata Positional distribution of Delta 5-olefinic acids in triacylglycerols from conifer seed oils: General and specific enrichment in the sn-3 position Wolff, R. L.; Dareville, E.; Martin, J. C. Journal of the American Oil Chemists Society (1997) 74 515-523 0.0 * weight-%
Sciadopitys verticillata cis-5-olefinic unusual fatty acids in seed lipids of gymnospermae and their distribution in triacylglycerols Takagi, T.; Itabashi, Y. Lipids (1982) 17 716-723 0.0 GLC-Area-%
Sequoia sempervirens Conifer seeds: Oil content and fatty acid composition Wolff, R. L.; Deluc, L. G.; Marpeau, A. M. Journal of the American Oil Chemists Society (1996) 73 765-771 0.42 GLC-Area-%
Sequoiadendron giganteum Private communication Wolff, R. L. Private communication (1999) 0.18 GLC-Area-%
Sequoiadendron giganteum Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 0.6 weight-%
Sequoiadendron giganteum Conifer seeds: Oil content and fatty acid composition Wolff, R. L.; Deluc, L. G.; Marpeau, A. M. Journal of the American Oil Chemists Society (1996) 73 765-771 0.18 GLC-Area-%
Suaeda setigera cis-5-Monoenoic fatty acids in some chenopodiaceae seed oils Kleiman, R.; Rawls, M. H.; Earle, F. R. Lipids (1972) 7 494-496 0.9 GLC-Area-%
Taxodium distichum Conifer seeds: Oil content and fatty acid composition Wolff, R. L.; Deluc, L. G.; Marpeau, A. M. Journal of the American Oil Chemists Society (1996) 73 765-771 0.16 GLC-Area-%
Taxodium mucronatum Private communication, 1999 Pasquier, E. Private communication (1999) 0.13 GLC-Area-%
Taxus baccata New Tools to Explore Lipid Metabolism Wolff, R. L. Inform (1997) 8 116-119 0.4 GLC-Area-%
Taxus brevifolia Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 0.3 weight-%
Taxus grandis The seed fatty acid composition and the distribution of Δ5-olefinic acids in the triacylglycerols of some taxaceae (Taxus and Torreya) Wolff, Robert L.; Pédrono, Frédérique; Marpeau, Anne M.; Christie, William W.; Gunstone, Frank D. Journal of the American Oil Chemists' Society (1998,11) 75 1637-1641 0.04 GLC-Area-%
Taxus baccata The seed fatty acid composition and the distribution of Δ5-olefinic acids in the triacylglycerols of some taxaceae (Taxus and Torreya) Wolff, Robert L.; Pédrono, Frédérique; Marpeau, Anne M.; Christie, William W.; Gunstone, Frank D. Journal of the American Oil Chemists' Society (1998,11) 75 1637-1641 0.33 GLC-Area-%
Taxus cuspidata cis-5-olefinic unusual fatty acids in seed lipids of gymnospermae and their distribution in triacylglycerols Takagi, T.; Itabashi, Y. Lipids (1982) 17 716-723 2.2 * weight-%
Taxus canadensis Private communication, 1999 Wolff, R. L. Private communication 1.48 GLC-Area-%
Taxus chinensis The seed fatty acid composition and the distribution of Δ5-olefinic acids in the triacylglycerols of some taxaceae (Taxus and Torreya) Wolff, Robert L.; Pédrono, Frédérique; Marpeau, Anne M.; Christie, William W.; Gunstone, Frank D. Journal of the American Oil Chemists' Society (1998,11) 75 1637-1641 3.31 GLC-Area-%
Taxus cuspidata The seed fatty acid composition and the distribution of Δ5-olefinic acids in the triacylglycerols of some taxaceae (Taxus and Torreya) Wolff, Robert L.; Pédrono, Frédérique; Marpeau, Anne M.; Christie, William W.; Gunstone, Frank D. Journal of the American Oil Chemists' Society (1998,11) 75 1637-1641 2.66 GLC-Area-%
Taxus cuspidata Private communication, 1999 Pasquier, E. Private communication (1999) 2.87 GLC-Area-%
Taxus baccata Conifer seeds: Oil content and fatty acid composition Wolff, R. L.; Deluc, L. G.; Marpeau, A. M. Journal of the American Oil Chemists Society (1996) 73 765-771 0.36 GLC-Area-%
Taxus chinensis The seed fatty acid composition and the distribution of Δ5-olefinic acids in the triacylglycerols of some taxaceae (Taxus and Torreya) Wolff, Robert L.; Pédrono, Frédérique; Marpeau, Anne M.; Christie, William W.; Gunstone, Frank D. Journal of the American Oil Chemists' Society (1998,11) 75 1637-1641 3.31 GLC-Area-%
Taxus baccata The seed fatty acid composition and the distribution of Δ5-olefinic acids in the triacylglycerols of some taxaceae (Taxus and Torreya) Wolff, Robert L.; Pédrono, Frédérique; Marpeau, Anne M.; Christie, William W.; Gunstone, Frank D. Journal of the American Oil Chemists' Society (1998,11) 75 1637-1641 0.33 GLC-Area-%
Taxus nucifera The seed fatty acid composition and the distribution of Δ5-olefinic acids in the triacylglycerols of some taxaceae (Taxus and Torreya) Wolff, Robert L.; Pédrono, Frédérique; Marpeau, Anne M.; Christie, William W.; Gunstone, Frank D. Journal of the American Oil Chemists' Society (1998,11) 75 1637-1641 0.08 GLC-Area-%
Taxus cuspidata Taxonomy of gymnospermae: multivariate analyses of leaf fatty acid composition Mongrand, Sébastien; Badoc, Alain; Patouille, Brigitte; Lacomblez, Chantal; Chavent, Marie; Cassagne, Claude; Bessoule, Jean-Jacques Phytochemistry (2001) 58 101-115 0.2 weight-%
Taxus cuspidata The seed fatty acid composition and the distribution of Δ5-olefinic acids in the triacylglycerols of some taxaceae (Taxus and Torreya) Wolff, Robert L.; Pédrono, Frédérique; Marpeau, Anne M.; Christie, William W.; Gunstone, Frank D. Journal of the American Oil Chemists' Society (1998,11) 75 1637-1641 2.66 GLC-Area-%
Taxus canadensis The seed fatty acid composition and the distribution of Δ5-olefinic acids in the triacylglycerols of some taxaceae (Taxus and Torreya) Wolff, Robert L.; Pédrono, Frédérique; Marpeau, Anne M.; Christie, William W.; Gunstone, Frank D. Journal of the American Oil Chemists' Society (1998,11) 75 1637-1641 1.48 GLC-Area-%
Thuja plicata Chemotaxonomic differentiation of conifer families and genera based on the seed oil fatty acid compositions: Multivariate analyses Wolff, R. L.; Deluc, L. G.; Marpeau, A. M.; Comps, B. Trees - Structure and Function (1997) 12 57-65 0.06 GLC-Area-%
Thuja plicata Private communication, 1999 Wolff, R. L. Private communication 0.06 GLC-Area-%
* Converted from mol %